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Cristatic acid

Base Information
  • Chemical Name:Cristatic acid
  • CAS No.:80557-13-7
  • Molecular Formula:C23H28O5
  • Molecular Weight:384.4654
  • Hs Code.:
  • NSC Number:338268
  • UNII:V2UHQ4A27L
  • DSSTox Substance ID:DTXSID801110375
  • Nikkaji Number:J53.004B
  • ChEMBL ID:CHEMBL1985180
  • Mol file:80557-13-7.mol
Cristatic acid

Synonyms:cristatic acid

Suppliers and Price of Cristatic acid
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • CRISTATIC ACID 95.00%
  • 5MG
  • $ 498.09
Total 2 raw suppliers
Chemical Property of Cristatic acid
Chemical Property:
  • Vapor Pressure:1.81E-14mmHg at 25°C 
  • Boiling Point:583.8°Cat760mmHg 
  • Flash Point:306.8°C 
  • PSA:90.90000 
  • Density:1.184g/cm3 
  • LogP:5.63230 
  • XLogP3:6.7
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:5
  • Rotatable Bond Count:8
  • Exact Mass:384.19367399
  • Heavy Atom Count:28
  • Complexity:578
Purity/Quality:

95% *data from raw suppliers

CRISTATIC ACID 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1=CC(=C(C(=C1C(=O)O)O)CC=C(C)CCCC2=COC(=C2)C=C(C)C)O
  • Isomeric SMILES:CC1=CC(=C(C(=C1C(=O)O)O)C/C=C(\C)/CCCC2=COC(=C2)C=C(C)C)O
Refernces

Total synthesis of cristatic acid.

10.1021/ol0061236

The research aims to achieve the first total synthesis of cristatic acid 1, a secondary metabolite with significant biological properties, including antibiotic activity against Gram-positive bacteria, hemolytic properties, and cytotoxicity. The synthesis is challenging due to the presence of a labile furan moiety, which restricts reaction conditions. The researchers successfully synthesized cristatic acid by employing palladium-catalyzed alkylation of vinylepoxide 10, derived from sulfonium salt 8, and using SEM ethers as protecting groups for phenolic OH functions. Key chemicals used in the process include methyl orsellinate, prenyl bromide, SEMCl, SeO2, tertBuOOH, mesyl chloride, LiBr, Pd(PPh3)4, dppe, and various other reagents for deprotection and functional group transformations. The successful synthesis of cristatic acid not only demonstrates a feasible route to this bioactive compound but also paves the way for further studies on the biological response to changes in functionality. The conclusions of the research confirm the structural integrity of the synthesized cristatic acid through X-ray analysis and other analytical and spectroscopic data, which are in full agreement with literature reports.

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